Chief Information Officer

Summary

Join GuidePoint Security as their Chief Information Officer (CIO) to lead and execute the organization's IT strategy, aligning technology initiatives with strategic goals. The CIO will oversee IT systems planning, development, implementation, and maintenance, ensuring support for business operations, efficiency, security, and growth. This senior executive role reports to the CEO and collaborates closely with the COO and CISO. The position requires strategic IT leadership, internal stakeholder engagement, operational excellence, team and budget management, and security and compliance collaboration. The ideal candidate will have extensive experience in IT leadership, a strong understanding of cybersecurity, and the ability to manage large-scale transformation efforts. GuidePoint offers a remote-work environment, comprehensive benefits, and opportunities for professional growth.

Requirements

• Bachelor's degree in Information Technology, Computer Science, Business Administration, or related field (Master's preferred)
• 10+ years of progressive experience in IT leadership roles, including at least 5 years at the senior executive level
• Proven success leading IT organizations of similar size and complexity, ideally within a high-growth, services-oriented, or cybersecurity-adjacent company
• Demonstrated ability to manage large-scale transformation efforts including AI integration, data governance, and platform consolidation
• Strong knowledge of IT systems, infrastructure, cybersecurity, and emerging technologies with deep experience in SaaS-based environments
• Deep understanding of cybersecurity principles, including infrastructure and application security controls, with experience implementing secure architectures across SaaS and hybrid environments
• Track record of improving operational maturity, delivery timelines, and cross-functional transparency
• Strong leadership, communication, and stakeholder management capabilities
• Ability to translate complex technical concepts into business language
• Collaborative and consultative partner with the ability to influence and lead across functional areas
• Excellent strategic thinking, problem-solving, and decision-making skills
• Financial acumen and experience managing multi-million-dollar IT budgets and vendor portfolios

Responsibilities

• Define and execute a forward-thinking IT strategy aligned with GuidePoint’s growth, with a technology-first mindset and strong emphasis on AI adoption and enablement
• Collaborate with executive leadership to prioritize, fund, and deliver digital transformation initiatives that improve operational effectiveness and scalability
• Identify emerging technology trends and assess their impact on the organization
• Provide direction and thought leadership on digital transformation and innovation initiatives
• Build trusted partnerships across the business, especially with the COO and functional leaders, to understand needs and deliver tailored solutions
• Maintain a strong internal executive presence as a visible and credible leader of IT strategy, delivery, and innovation
• Communicate IT performance and strategic plans to the executive team and board
• Oversee the daily operations of the IT department, ensuring optimized work throughput, backlog management, and service delivery across a decentralized and rapidly evolving environment
• Ensure the availability, integrity, and performance of all IT systems and platforms
• Establish and maintain metrics and accountability systems to ensure responsiveness, transparency, and continuous improvement
• Drive consolidation of redundant platforms to streamline operations and reduce overhead
• Build and lead a high-performing IT team, promoting continuous learning and professional development
• Oversee IT infrastructure, help desk, enterprise applications, business intelligence, AI teams, and operations
• Develop and manage IT budgets, vendor relationships, and strategic sourcing to ensure high ROI
• Partner with the CISO to align on overlapping domains such as email security, endpoint protection, and identity management
• Support the operationalization of compliance requirements impacting IT (e.g., privacy, access controls, data retention)
• Collaborate with legal, compliance, and risk teams on audits and data protection initiatives

Benefits

• Remote workforce primarily (U.S. based only, some travel may be required for certain positions, working on-site may be required for Federal positions)
• Group Medical Insurance options: Zero Deductible PPO Plan (GuidePoint pays 90% of the premium for employees and 70% for family plans (spouse/children/family) or High Deductible Health Plan with HSA (GuidePoint pays 100% of the employees premiums and 75% for family plans (spouse/children/family) and GPS will contribute in one lump sum: ($500 per EE annually / $1000 per family annually (includes spouse/children/family options)
• Group Dental Insurance: GuidePoint pays 100% of the premium for employees and 75% of family plans
• 12 corporate holidays and a Flexible Time Off (FTO) program
• Healthy mobile phone and home internet allowance
• Eligibility for retirement plan after 2 months at open enrollment
• Pet Benefit Option